So I'm honestly not big into books and I never have been. However I read all day every day on the internet (articles, research, etc).
But the piece of reading that has meaningfully changed my life is the Silk Road forums back in the day. When you think about the SR Forums you probably think about a bunch of druggies talking about their favorite dealer of coke, but it really wasn't that at all. It was this community of technologists that shared a common view on the world and individual freedoms. I learned so much from that community and it was an incredible learning experience for both technology (Tor, PGP, Bitcoin) and liberty (freedom, choice, values).